House holiday rentals in Leeward

Gated Villa w Pool. Walk to GraceBay Beach & Shops

Super Popular for Families, Couples & Group Vacations! Steps to shopping, dining, night-life, and a short walk to Famous Grace Bay Beach. “Great space. Loved the outdoor/indoor living combo.” Jenny Bear, DE, USA The villa is tucked away in a peaceful setting on a private gated street with only 4 villas! Features a private plunge pool for kids and sunbathing or hanging out by the larger pool with some cocktails & your favorite music. The Ultimate Escape. Unpack, Relax, Enjoy... Reserve Now!

The Sapphire Villa. Tropical Oasis. Make memories

This is where an unscripted holiday begins. At our Villa, we provide the canvas for luxury and privacy for the perfect getaway. Where dreams are fulfilled, and precious memories are made to live forever. Whatever you desire is within reach. Our Villa combines with the extraordinary tranquility of Turks and Caicos Islands for sophisticated, low-key luxury. Here is where to create your story within the privacy of your own home away from home in an exceptional place that becomes uniquely yours.

~Villa Bonita~

Villa Bonita is a newly built 2-bedroom (King Beds), 2.5-bathroom home situated in the heart of Grace Bay. It features a private pool and is just a 10-minutes walk from the nearest beach access. It is conveniently located near all the top restaurants and the casino. Base price is for 2 persons each additional guest (4 max) is $45 USD/person/night. Villa Bonita is filled with love ❤️ where you can relax in peace during your holiday. We have all the essentials to quietly enjoy your stay.

Villa Cocuyo Micro Villa with pool

"Discover a truly unique escape at our one-of-a-kind villa in the picturesque Blue Mountain. Crafted by a local architect, this exceptional residence is nestled on a half-acre of beautifully landscaped grounds, offering an exclusive retreat in a private and secure community. Admire the lush garden in the comfort of your own oasis. The villa boasts a distinctive design that is often imitated but never duplicated, showcasing the perfect blend of style, modern layout and local charm

PERIWINKLE | Charming Island Home|Near to Beach

Nestled in the Gated Upscale community of Leeward at the end of a quiet cul-de-sac is Periwinkle. Experience the true flavor of the Islands with us. Be cradled and relax in the lush native vegetation and enjoy the view from the many windows which decorate the home. Periwinkle is a short stroll away from the magnificent soul quenching Leeward Beach and a five minute drive to the heart of Grace Bay for great shopping and dining experiences. Escape to the quieter side of Paradise.

Beach Cottage with Amazing Chalk Sound Views!

Adorable cottage for an authentic Providenciales experience w/breathtaking views! - Quaint cottage w/amazing views of Chalk Sound & on clear days, West Caicos! - Silly Creek Mansion across the water - Minutes away from great restaurants from beach shacks to fine dining - Nearby beautiful beaches like Taylor Bay & Sapodilla Bay Beach. - Water sports abound like jet ski and kayak rentals. - Quiet area, So. Providenciales flanked by Chalk Sound & Atlantic Ocean!

Charming Gecko House Island Vibes - Grace Bay

Perfect place for solo travelers and couples! Affordable and charming house situated in a quiet residential neighborhood in Grace Bay just a short 8 minute walk (less than a 3 minute ride) to the world famous Grace Bay Beach. And yes, we have a pool!!! Close to the beach and steps away from the very popular Coco Bistro Restaurant and Coco Van! Note: October 2025: there is some construction in the area. Pls inquire.

“The Lighthouse”, Private Pool, Ocean Views, Beach

The Lighthouse private cottage features a tower fashioned after a lighthouse affording stellar ocean views Private pool just outside living room doors! Deck & patio lounge w/ BBQ for fun & sun Nestled in the Thompson Cove Canal area and just a 3-minute walk to the beach WiFi, Smart TV with Netflix. Book now for a relaxing yet adventurous getaway! Kayaks, SUPs & snorkel gear included!

Modern Caribbean 2 - Amazing views & Private Pool

Stunning Contemporary Caribbean escape, with private swimming pool and private garden space, which is over 1100 ft.² in size has amazing views of Chalk Sound national park's crystal blue waters and Is located close to two of the islands best beaches Sapodilla beach and Taylor Bay beach